Category: 1391728-13-4

Bao, Lipiao; Zhao, Baolin; Assebban, Mhamed; Halik, Marcus; Hauke, Frank; Hirsch, Andreas published the artcile< Covalent 2D Patterning, Local Electronic Structure and Polarization Switching of Graphene at the Nanometer Level>, Electric Literature of 1391728-13-4, the main research area is twodimensional patterning electronic structure polarization graphene; covalent patterning; fluorination; graphene; polarization switch; substitution.

A very facile and efficient protocol for the covalent patterning and properties tuning of graphene is reported. Highly reactive fluorine radicals were added to confined regions of graphene directed by laser writing on graphene coated with 1-fluoro-3,3-dimethylbenziodoxole. This process allows for the realization of exquisite patterns on graphene with resolutions down to 200 nm. The degree of functionalization, ranging from the unfunctionalized graphene to extremely high functionalized graphene, can be precisely tuned by controlling the laser irradiation time. Subsequent substitution of the initially patterned fluorine atoms afforded an unprecedented graphene nanostructure bearing thiophene groups. This substitution led to a complete switch of both the electronic structure and the polarization within the patterned graphene regions. This approach paves the way towards the precise modulation of the structure and properties of nanostructured graphene.

Chemistry – A European Journal published new progress about Electronic structure. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Electric Literature of 1391728-13-4.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Yannacone, Seth; Oliveira, Vytor; Verma, Niraj; Kraka, Elfi published the artcile< A continuum from halogen bonds to covalent bonds: where do λ3 iodanes fit?>, Product Details of C9H10FIO, the main research area is iodane halogen bond order atomic charge substituent effect.

The intrinsic bonding nature of λ3-iodanes was investigated to determine where its hypervalent bonds fit along the spectrum between halogen bonding and covalent bonding. D. functional theory with an augmented Dunning valence triple zeta basis set (ωB97X-D/aug-cc-pVTZ) coupled with vibrational spectroscopy was utilized to study a diverse set of 34 hypervalent iodine compounds This level of theory was rationalized by comparing computational and exptl. data for a small set of closely-related and well-studied iodine mols. and by a comparison with CCSD(T)/aug-cc-pVTZ results for a subset of the investigated iodine compounds Axial bonds in λ3 -iodanes fit between the three-center four-electron bond, as observed for the trihalide species IF-2 and the covalent FI mol. The equatorial bonds in λ3 -iodanes are of a covalent nature. We explored how the equatorial ligand and axial substituents affect the chem. properties of λ3 -iodanes by analyzing natural bond orbital charges, local vibrational modes, the covalent/electrostatic character, and the three-center four-electron bonding character. In summary, our results show for the first time that there is a smooth transition between halogen bonding → 3c-4e bonding in trihalides → 3c-4e bonding in hypervalent iodine compounds → covalent bonding, opening a manifold of new avenues for the design of hypervalent iodine compounds with specific properties.

Inorganics published new progress about Atomic charge. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Product Details of C9H10FIO.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Abudken, Ahmed M. H.; Hope, Eric G.; Singh, Kuldip; Stuart, Alison M. published the artcile< Fluorinations of unsymmetrical diaryliodonium salts containing ortho-sidearms; influence of sidearm on selectivity>, Synthetic Route of 1391728-13-4, the main research area is arene fluoroiodane fluorination; fluoroarene preparation.

Activated aromatics were reacted with two different fluoroidoane reagents in the presence of triflic acid to prepare only the para-substituted diaryliodonium salts. With fluoroiodane the unsym. diaryliodonium salts contained an ortho-propan-2-ol sidearm, whereas the alc. sidearm was eliminated to form an ortho-styrene sidearm in the reaction with fluoroiodane. Only the diaryliodonium salts containing a styrene sidearm were fluorinated successfully to deliver para-fluorinated aromatics in good yields.

Organic & Biomolecular Chemistry published new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Synthetic Route of 1391728-13-4.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Sun, Zenghui; Xue, Shilin; Zhang, Yining; Xin, Shiyang; Guo, Ran; Shi, Xiaowei; Fu, Yan; Guo, Huicai; Liu, Yi; Wang, Lei published the artcile< λ3-Iodane/Lewis Acid Mediated Intramolecular Cross-Nucleophile Coupling of β-Amino Acrylates: Chemodivergent Syntheses of Indole Alkaloidal Frameworks>, COA of Formula: C9H10FIO, the main research area is indole alkaloidal framework chemodivergent synthesis; amino acrylate intramol cross nucleophile coupling Lewis acid catalyst.

Herein, an unprecedented intramol. cross-nucleophile coupling strategy of indole tethered β-amino acrylates using a catalyst system combining λ3-iodanes and Lewis acids to achieve the chemodivergent synthesis of three unique alkaloid skeletons is reported. It was worth noting that the acquisition of spiroindolenines and azepino[4,5-b]indole derivatives was switchable with choice of the Lewis acids. Moreover, the polycyclic spiroindolines containing a lactone fragment could also be accessed for the first time via cross-nucleophile coupling cascade intramol. condensation sequence.

Organic Letters published new progress about Alkaloids Role: SPN (Synthetic Preparation), PREP (Preparation). 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, COA of Formula: C9H10FIO.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Riley, William; Jones, Andrew C.; Singh, Kuldip; Browne, Duncan L.; Stuart, Alison M. published the artcile< Accessing novel fluorinated heterocycles with the hypervalent fluoroiodane reagent by solution and mechanochemical synthesis>, Application In Synthesis of 1391728-13-4, the main research area is flurotetrahydropyridazine preparation; unsaturated tosyl hydrazone fluoroiodane mediated regioselective intramol fluorocyclization; fluro dihydrooxazine preparation; unsaturatedketoxime fluoroiodane mediated regioselective intramol flurocyclization.

A new and efficient strategy for the rapid formation of novel fluorinated tetrahydropyridazines and dihydrooxazines were developed by fluorocyclisation of β,γ-unsaturated hydrazones and oximes with the fluoroiodane reagent. Mechanochem. synthesis delivered fluorinated tetrahydropyridazines in similar excellent yields to conventional solution synthesis, whereas fluorinated dihydrooxazines were prepared in much better yields by ball-milling.

Chemical Communications (Cambridge, United Kingdom) published new progress about Alcohols, unsaturated Role: RCT (Reactant), RACT (Reactant or Reagent). 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Application In Synthesis of 1391728-13-4.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Ren, Jing; Jia, Meng-Cheng; Du, Feng-Huan; Zhang, Chi published the artcile< A general method for one-step synthesis of monofluoroiodane(III) reagents using silver difluoride>, Synthetic Route of 1391728-13-4, the main research area is iodobenzene silver difluoride oxidative fluorination; aryl monofluoroiodane preparation.

A new general method for one-step synthesis of four kinds of fluoroiodane(III) reagents by treating the corresponding aryl iodides with silver difluoride (AgF2) was reported. This is the first method applicable for the synthesis of all four fluoroiodane(III) reagents including p-iodotoluene difluoride, fluoro-benziodoxoles, fluoro-benziodoxolones and fluoro-N-acetylbenziodazole. AgF2 was firstly employed in the direct oxidative fluorination of iodobenzene and thus has shown its outstanding oxidation and fluorine-transfer ability. The use of AgF2 has improved the synthesis of fluoroiodane(III) reagents by shortening the reaction steps, avoiding the use of hazardous reagents and simplifying the exptl. operations. It was worth noting that the developed first one-step direct synthetic method for fluoro-benziodoxolones, while fluoro-benziodoxolones can only be synthesized through Cl→F ligand exchange reaction previously.

Chinese Chemical Letters published new progress about Benzoic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Synthetic Route of 1391728-13-4.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Klimankova, Iveta; Hubalek, Martin; Matousek, Vaclav; Beier, Petr published the artcile< Synthesis of water-soluble hypervalent iodine reagents for fluoroalkylation of biological thiols>, Application In Synthesis of 1391728-13-4, the main research area is fluoroalkyl iodonium benzoiodoxole preparation water soluble fluoroalkylation reagent; stability chemoselectivity fluoroalkylation thiol cysteine fluoroalkyl iodonium benzoiodoxole.

Water-soluble fluoroalkyl iodonium compounds and fluoroalkyl benzoiodanes were prepared and tested for their ability to alkylate the sulfur atoms of cysteine and cysteine-containing peptides under biocompatible conditions. Some of the reagents displayed excellent reactivity despite their limited stability in aqueous media. In reactions with a cysteine-containing heptapeptide, in addition to the expected S-fluoroalkylated product, a range of side-products were obtained, with the amounts of side-products depending on the conditions used (type of reagent, concentration, and pH). With highly activated hypervalent iodine reagents, a new reactive mode was observed – reaction with disulfides to form fluoroalkyl thiols.

Organic & Biomolecular Chemistry published new progress about Disulfides Role: RCT (Reactant), RACT (Reactant or Reagent). 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Application In Synthesis of 1391728-13-4.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Granados, Albert; Ballesteros, Anna; Vallribera, Adelina published the artcile< Enantioenriched quaternary α-pentafluoroethyl derivatives of alkyl 1-indanone-2-carboxylates>, Name: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole, the main research area is enantioenriched pentafluoroethylated alkyl indanone carboxylate preparation pybox ligand catalyst; pentafluoroethylation alkyl indanone carboxylate pybox ligand catalyst.

An electrophilic enantioselective catalytic method for the α-pentafluoroethylation of 3-oxoesters is described. Under the use of La(OTf)3 in combination with a (S,R)-indanyl-pybox ligand, good results in terms of yield and enantioselectivities were achieved (up to 89% ee). The reaction proceeds under mild conditions, leading to the formation of enantioenriched quaternary centers. This methodol. uses an hypervalent iodine(III)-CF2CF3 reagent, and mechanistic investigations are consistent with the involvement of a radical pathway. An electrophilic enantioselective catalytic method for the α-pentafluoroethylation of alkyl 1-indanone-2-carboxylates is described. Under the use of La(OTf)3 in combination with (S,R)-indanyl-pybox ligand good results in terms of yield and enantioselectivities were achieved (up to 89% ee). The reaction proceeds under mild conditions leading to the formation of enantioenriched quaternary centers. This methodol. uses an hypervalent iodine(III)-CF2CF3 reagent and mechanistic investigations are consistent with the involvement of a radical pathway.

Journal of Organic Chemistry published new progress about Absolute configuration. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Name: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Matsumoto, Koki; Nakajima, Masaya; Nemoto, Tetsuhiro published the artcile< Determination of the best functional and basis sets for optimization of the structure of hypervalent iodines and calculation of their first and second bond dissociation enthalpies>, Recommanded Product: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole, the main research area is hypervalent iodine bond dissociation enthalpy substituent effect.

Hypervalent iodines are widely used in organic chem., and their most important feature is the three-center four-electron bond. However, there have been few reports on the measurement of their bond dissociation enthalpy (BDE). Therefore, in many cases, BDE is estimated by computational calculations However, the value of a calculated BDE usually varies depending on the choice of functional and basis set, and the best method for making an accurate evaluation of the three-center four-electron bond has not been determined We succeeded in determining the best functional and basis set to calculate the three-center four-electron bond to within 0.79% error and 0.53 standard deviation. Using the optimal functional and basis set, the first and second BDEs of several hypervalent iodines are calculated, and as the effect of benzene substituents was investigated, neg. correlation was observed in the Hammett plot. In addition, the effect of ortho-substituent in cyclic hypervalent iodine was found to be significant. Furthermore, the decomposition route of hypervalent iodine is calculated The value of a calculated BDE usually varies depending on the choice of functional and basis set. We succeeded in determining the best functional and basis sets to calculate the three-center four-electron bond of hypervalent iodine to within 0.79% error and 0.53 standard deviation. Using the optimal functional and basis sets, the first and second BDEs of several hypervalent iodines are calculated, and addnl., the decomposition route of hypervalent iodine is calculated

Journal of Physical Organic Chemistry published new progress about Bond cleavage. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, Recommanded Product: 1-Fluoro-3,3-dimethyl-1,2-benziodoxole.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Brea, Oriana; Szabo, Kalman J.; Himo, Fahmi published the artcile< Mechanisms of Formation and Rearrangement of Benziodoxole-Based CF3 and SCF3 Transfer Reagents>, SDS of cas: 1391728-13-4, the main research area is benziodoxole based trifluoromethyl trifluoromethylthio group transfer reagent formation rearrangement.

Togni’s benziodoxole-based reagents are widely used in trifluoromethylation reactions. It has been established that the kinetically stable hypervalent iodine form (I-CF3) of the reagents is thermodynamically less stable than its acyclic ether isomer (O-CF3). On the other hand, the trifluoromethylthio analog exists in the thermodynamically stable thioperoxide form (O-SCF3), and the hypervalent form (I-SCF3) has been elusive. Despite the importance of these reagents, very little is known about the reaction mechanisms of their syntheses, which has hampered the development of new reagents of the same family. Herein, we use d. functional theory calculations to understand the reasons for the divergent behaviors between the CF3 and SCF3 reagents. We demonstrate that they follow different mechanisms of formation and that the metals involved in the syntheses (potassium in the case of the trifluoromethyl reagent and silver in the trifluoromethylthio analog) play key roles in the mechanisms and greatly influence the possibility of their rearrangements from the hypervalent (I-CF3, I-SCF3) to the corresponding ether-type form (O-CF3, O-SCF3).

Journal of Organic Chemistry published new progress about Free energy of activation. 1391728-13-4 belongs to class iodides-buliding-blocks, and the molecular formula is C9H10FIO, SDS of cas: 1391728-13-4.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com